N²-(p-anisyldiphenylmethyl)-9-[(2-hydroxyethoxy)methyl]guanine 2-chlorophenyl (3-hexadecyloxypropyl) phosphate

Base Information

• Chemical Name: N²-(p-anisyldiphenylmethyl)-9-[(2-hydroxyethoxy)methyl]guanine 2-chlorophenyl (3-hexadecyloxypropyl) phosphate
• CAS No.: 268729-67-5
• Molecular Formula: C₅₃H₆₉ClN₅O₈P
• Molecular Weight: 970.586

Synonyms:N²-(p-anisyldiphenylmethyl)-9-[(2-hydroxyethoxy)methyl]guanine 2-chlorophenyl (3-hexadecyloxypropyl) phosphate

Chemical Property of N²-(p-anisyldiphenylmethyl)-9-[(2-hydroxyethoxy)methyl]guanine 2-chlorophenyl (3-hexadecyloxypropyl) phosphate

Chemical Property:

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Technology Process of N²-(p-anisyldiphenylmethyl)-9-[(2-hydroxyethoxy)methyl]guanine 2-chlorophenyl (3-hexadecyloxypropyl) phosphate

There total 3 articles about N²-(p-anisyldiphenylmethyl)-9-[(2-hydroxyethoxy)methyl]guanine 2-chlorophenyl (3-hexadecyloxypropyl) phosphate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 72.0%

3-hexadecyloxy-1-propanol (23377-40-4) + N2-(p-anisyldiphenylmethyl)-9-<(2-hydroxyethoxy)methyl>guanine (103024-95-9) + 2-chlorophenyl dichlorophosphate (15074-54-1) → N2-(p-anisyldiphenylmethyl)-9-[(2-hydroxyethoxy)methyl]guanine 2-chlorophenyl (3-hexadecyloxypropyl) phosphate (268729-67-5)

Guidance literature:

N²-(p-anisyldiphenylmethyl)-9-<(2-hydroxyethoxy)methyl>guanine; 2-chlorophenyl dichlorophosphate; With 1,2,4-Triazole; 1-methyl-1H-imidazole; triethylamine; In tetrahydrofuran; at 20 ℃; for 1h;

3-hexadecyloxy-1-propanol; In tetrahydrofuran; at 20 ℃;

DOI:10.1080/15257770008033022

Reference yield:

acycloguanosine (59277-89-3) → N2-(p-anisyldiphenylmethyl)-9-[(2-hydroxyethoxy)methyl]guanine 2-chlorophenyl (3-hexadecyloxypropyl) phosphate (268729-67-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: Me₃SiCl; Py / 0.5 h / 0 °C

1.2: DMAP / pyridine / 18 h / 20 °C

1.3: 79 percent / H₂O / 0.17 h / 4 °C

2.1: 1,2,4-triazole; Et₃N; 1-methylimidazole / tetrahydrofuran / 1 h / 20 °C

2.2: 72 percent / tetrahydrofuran / 20 °C

With pyridine; 1,2,4-Triazole; 1-methyl-1H-imidazole; chloro-trimethyl-silane; triethylamine; In tetrahydrofuran; 1.1: silylation / 1.2: Substitution / 1.3: Hydrolysis / 2.1: Substitution / 2.2: Substitution;

DOI:10.1080/15257770008033022

Reference yield:

mono-4-methoxytrityl chloride (14470-28-1) → N2-(p-anisyldiphenylmethyl)-9-[(2-hydroxyethoxy)methyl]guanine 2-chlorophenyl (3-hexadecyloxypropyl) phosphate (268729-67-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: Me₃SiCl; Py / 0.5 h / 0 °C

1.2: DMAP / pyridine / 18 h / 20 °C

1.3: 79 percent / H₂O / 0.17 h / 4 °C

2.1: 1,2,4-triazole; Et₃N; 1-methylimidazole / tetrahydrofuran / 1 h / 20 °C

2.2: 72 percent / tetrahydrofuran / 20 °C

With pyridine; 1,2,4-Triazole; 1-methyl-1H-imidazole; chloro-trimethyl-silane; triethylamine; In tetrahydrofuran; 1.1: silylation / 1.2: Substitution / 1.3: Hydrolysis / 2.1: Substitution / 2.2: Substitution;

DOI:10.1080/15257770008033022

upstream raw materials:

3-hexadecyloxy-1-propanol

N²-(p-anisyldiphenylmethyl)-9-<(2-hydroxyethoxy)methyl>guanine

2-chlorophenyl dichlorophosphate

acycloguanosine

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